Benzoyl chloride → 2-Chloroethylbenzoate

HRID 52396

Reaktionsgleichung

Reaktionsgleichung von HRID 52396
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:17][CH:18](O)[CH3:19].C1C[O:24]CC1>>[C:1]([O:8][CH2:19][CH2:18][Cl:17])(=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 4

HCID 7412Benzoyl chlorideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 126390351-Chloroethan-1-ol

Produkt 1

HCID 959522-ChloroethylbenzoateAusbeute 99 %

Versuchsvorschrift

20.0 g (142 mM) of benzoyl chloride and then additionally 14.4 g (142 mM) of triethylamine were added dropwise with vigorous stirring at room temperature to a solution of 11.5 g (142 mM) of chloroethanol in 200 ml of THF (exothermic reaction). After stirring for 1 h, the mixture was concentrated on a rotary evaporator, and the residue was partitioned between methylene chloride and water and acidified with 10% strength hydrochloric acid. The aqueous phase was reextracted twice with methylene chloride and the organic phase was then concentrated after drying with sodium sulfate. 26.0 g (99%) of 2-chloroethyl benzoate were isolated.

Aufarbeitung

  1. concentrationthe mixture was concentrated on a rotary evaporator
  2. customthe residue was partitioned between methylene chloride and water
  3. concentrationthe organic phase was then concentrated
  4. dry with materialafter drying with sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-c5ebfe6e19984f1aabaa307bac8ba7d0
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616705

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